What is the most interesting question you can ask to get to know someone?
10.06.2025 00:23
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
*** Questions about Relationships/Past ***
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
6- Do you have dreams? Can you remember them? What do you usually dream about?
82~ Do you have any fantasies involving Role-Playing?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
65~ Describe the best orgasm you’ve ever had? Care to share?
Why did my ex-narcissist move so fast with his new supply marriage engagement moving in, etc.?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you like the “69” position? Do you prefer to be on top or bottom?
Uber announces a life-changing new feature - TheStreet
29- How superstitious are you?
19~ Who/when was your first “heartbreak”?
The Ice Breaker Questions
15- What bad habit do you wish you could quit? Do you have any addictions?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
*** Deal Breaker Questions ***
Scientists Stunned by Evidence of Ancient Birds Nested in the Arctic - The Daily Galaxy
44~ Care to share something about yourself that no one else knows about you?
What is your favorite toy? Ever wanted to try a specific toy?
How many times do you think you have “made love”?
How was your JEE Advanced 2024 result?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
How many partners have you had oral sex with? Who? Care to Share?
How can you know if they are your twin flame and not limerence or obsession?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
28- What are some things that people do that irritate you?
67~ Do you like it when your partner moans and/or is vocal during sex?
29~ What are some things that turn you off? What is your biggest turn off?
1- What’s your favorite animal? Do you a least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
76~ Have you had a threesome? Care to Share?
70~ Would/do you have/like anal sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
12- What’s your favorite food? What’s your least favorite?
Do you think this brought you closer together?
92~ Everyone needs a “safe” word. What is yours?
40~ If you could go back in time, and relive your life, with the knowledge you have now, what age would you go back to and why?
Can you Deep Throat? Do you like the taste of yourself?
23- What is your dream job? What was it as a child?
Doctor/Nurse Stripper/Client
51~ What tends to bring a smile to your face?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couples’ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETC…)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Master/Slave Boss/Maid
3- Should Pluto still be considered a planet? 4- How about smoking?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
21~ What was the best date you ever went on? What has been the worst?
3- What Superhero or Superpower would you want to be/have?
49~ How many times have you been married? Why did they end?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Prisoner/Prison Guard Landlord/Tenant
13- What is the craziest/scariest thing you've ever done?
11- List at least 5 things on your bucket list. Have you done any of them already?
89~ Do you like taking showers together?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
33- If you could visit any time period, when would you pick? Please explain why?
If you say it, I will stop, and we can talk about it when you are ready.
15- What's your favorite saying? What word or phrase is your least favorite?
12- What is the weirdest thing you've ever eaten?
9- If you could have three wishes, what would they be? Why?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What is your favorite position? Why?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Would you mind if your partner watched it? How about together vs alone?
51~ Are you willing to play adult games with your partner?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Please share Did you stop?
22- Do you have any birth marks? How about scars? Care to share how you got them?
1- What was your first impression of me? Has it changed?
Escort/Client Job Applicant/Hiring Manager
2~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?
50~ How many children do you have? What are their ages?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What is your view on sex? Meaning, When/Where/ How often/
13- What’s your favorite drink? What’s your least favorite?
Would you read them together?
14- What is an embarrassing moment in your life? How about your most embarrassing?
How well do you know me? And some of your thoughts about me
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
25~ How do you feel about PDA? (Public Display of Affection)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
34~ Do you like the lights on or off during sex?
11~ Have you ever been caught by your parents or children or others while having sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
18- How often do you drink alcohol? What is your favorite drink?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Model/Photographer Police/Criminal
20- What’s your favorite candy? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
28~ What are some things that turn on? What is your biggest turn on?
Family Relation Age Play
49~ If you could, would you want to be the opposite sex for a day, week, or year?
42~ What’s your biggest regret in life?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
36- Do you play video games? What is your favorite? Do you a least favorite?
14- Do you have a “Deal Breaker”, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
84~ How do you feel about reading/listening to adult stories?
33- Beach or Mountains? Or is there another place to like better?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
17- Have you ever done drugs? Which ones? How often?
Does the thought excite you? Care to share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
45~ How do you feel about me blindfolding you? How about blindfolding me?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What have you learned about me that was new and/or surprising?
37- Do you like your name? If you could change it, what would you change it too?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
14- What's your favorite dessert? Do you a least favorite?
52~ What are your hobbies?
19- Do/have you smoked? What do you prefer? How often?
Over time has your thoughts on sex changed?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
15~ Have you ever been “in love”? Who? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Repairman/Lonely Wife Virgin/Experienced
48~ Have you ever paid or been paid for sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Do you like it when they show and tell you what they want?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Would /have you ever given your partner a lap dance and Striptease?
22- What is your favorite childhood memory? What is your least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
You know that I will be 100% truthful, so ask.
Do you watch it? What is your favorite?
4- For a pet, Cat, dog or other?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
9- What’s your favorite season and why? What’s your least favorite?
Have you ever? Care to Share?
These go from easy to answer, to OMG, you really want to know that?! to some serious thought. Take your time and have fun with this. The past is the past… it got you two here together…
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Any that are a turn off?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
2- What’s your favorite color? Do you a least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
92~ Have you ever had or have an STD? How many? What was it?
Do you have a favorite? Is it ok if your partner does?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
59~ Have/do you masturbate? How often? What do you use? (Toys, Phone sex, Erotica, Hard Core, shower/water, etc) Would you, while your partner watches?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
34- Ever been to a concert? What was your favorite? Who would you like to see?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
1~ How old were you when you had your first kiss? Who? Care to Share?
47~ What would be your dream job and why?
85~ If you gave me a “free Pass” to have me do anything for one hour, what would you want me to do to you?
* Give a rating for each one (0-100)
27- What was/ is nickname? Does it have a meaning behind it?
19- What’s your favorite fairytale? What’s your least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you shave/trim your pubic hair? For you guys do you shave your balls?
*** What’s Your Favorite…? ***
*** Questions About Me ***
9- Is there something you’ve always wanted to ask me but you’re afraid?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
41~ Are there moments in your past that you would want to change? Please share 3 of them.
50~ Where would you like to be touched more? Do you have a place that you want to be touched, that no one has, or has only happened a couple times? How about less?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
53~ How much can you tell me about the one thing you are most passionate about?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
11- Is there something you would like me to do, in any area of our relationship that I have not done, or you want more of?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
40~ What’s the weirdest place you’ve ever had sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
48~ Do you have any siblings? Are you close to your family?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
36~ What is your favorite time of day to have sex/make love?
41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?
52~ Are you willing to make “those types” of bets with your partner?
Would you do it again, and would you rather 2 females or 2 males?
60~ How important is oral sex? Do you like receiving? Do you like giving?
7- What if a person smells a certain way? 8- How about smoking?
Would you ever want to be woken up with oral and/or intercourse?
17- What’s your favorite holiday? What’s your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
What would you say to prove to yourself that it was really you?
How about if they talk dirty and/or call you names?
How old are you? Male or Female?
13- How about having a certain hair cut/style?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
11- What's your favorite restaurant? What’s your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
23~ What do you believe is required to have a successful and healthy relationship? (This is important, take your time, and really think about this)
13~ Is there a difference between, making love, having sex, and fucking?
Nurse/Patient Celebrity/Fan
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
5~ When you first started having sex, was it what you thought it would be?
81~ Do you have any kinks and/or fetishes?
61~ How willing would you be to try new sexual positions?
39~ What are your love languages?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
If you win, what will you make them do?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Would you allow me to clean every part of your body with my soapy hands and fingers?
I would allow you to do it… What would you do to me?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Any that are a turn off?
10- List 5 of your top pet peeves.
10- What is your favorite family tradition? What’s your least favorite?
21- What's your favorite way to spend a weekend or time off?
85~ If I gave you a “Free Pass” for you to do anything to me for one hour, knowing that no matter what you did,
83~ How do you feel about Porn?
32- What's your greatest talent? Can I see it right now?
What was the longest? What was the shortest?
10~ How many dates are necessary before you to have sex with someone?
What do you dislike about me? I asked you to be 100% honest.
If yes, what?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
7- What are your thoughts on religion? Is there an afterlife?
Teacher/Student Stranger/One Night Stand
That one or two things that made you go hmmmm, OMG or wow!
30~ What's something unexpected that turns you on?
38~ Share your most embarrassing sexual memory?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
What have you learned about yourself that you did not before this?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
62~ Have you used adult toys?
7-What do I do in bed that drives you wild? How about, what turns you off?
75~ If your partner wants an orgasm/have sex when you don't desire to have sex, how do you plan to deal with their needs?
*** Random Questions ***
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
26~ What side of the bed do you sleep on?
Nothing too Serious
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
8- What are your thoughts on politics?
18~ Who/when was your first “crush”?
3- What’s your favorite smell? Do you a least favorite?